WO2017185897A1 - 一种水稻田除草剂组合物及其应用 - Google Patents

一种水稻田除草剂组合物及其应用 Download PDF

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Publication number
WO2017185897A1
WO2017185897A1 PCT/CN2017/076783 CN2017076783W WO2017185897A1 WO 2017185897 A1 WO2017185897 A1 WO 2017185897A1 CN 2017076783 W CN2017076783 W CN 2017076783W WO 2017185897 A1 WO2017185897 A1 WO 2017185897A1
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Prior art keywords
herbicidal composition
methyl
active ingredient
composition according
acid
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PCT/CN2017/076783
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English (en)
French (fr)
Inventor
张景远
王金信
彭学岗
金涛
陈小奇
崔琦
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青岛清原抗性杂草防治有限公司
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Priority to MYPI2018703938A priority Critical patent/MY197081A/en
Publication of WO2017185897A1 publication Critical patent/WO2017185897A1/zh

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms

Definitions

  • the invention belongs to the field of pesticides, and particularly relates to a rice field herbicide composition and application thereof.
  • Chemical weeding is the most economical and effective means of controlling weeds in farmland.
  • long-term continuous high-dose use of single-species or single-acting chemical herbicides is prone to problems such as weed resistance and resistance evolution.
  • Rational compounding or compounding of herbicide compounds has the advantages of expanding weed spectrum, improving control effect, delaying the occurrence and development of weed resistance and drug resistance, and is one of the most effective methods to solve the above problems.
  • HPPD P-hydroxyphenylpyruvate dioxygenase
  • ACCase acetyl-CoA carboxylase
  • ALS acetolactate synthase
  • Protox protoporphyrin oxidase
  • HPPD inhibitors Another class of new herbicides.
  • the action of HPPD inhibitors is characterized by a broad spectrum of herbicidal activity, which can be used before and after emergence, and the weeds die after whitening. Although the symptoms are very similar to those of carotenoid bioinhibitors, their chemical structural features such as polarity and ionization are significantly different from known carotenoid bioinhibitors.
  • HPPD inhibitor herbicide weed resistance is much lower than that of ACCase inhibitors, and there is no cross-resistance resistance caused by target resistance with other active mechanisms such as ACCase inhibitors and ALS inhibitors.
  • Herbicide Safener also known as Antidote or Protectant, is a chemical with unique properties. Herbicide safeners selectively protect crops from herbicides without affecting the herbicide activity against target weeds, thereby enhancing crop tolerance to herbicides and increasing herbicide safety for crops. .
  • the United States, Germany, Switzerland, Japan, Canada, Russia, South Korea, and Hungary have conducted more research on herbicide safeners. China started late, and the study began in the late 1980s.
  • Herbicide safeners can be classified according to the compound class: oxime ethers, dichloroacetamides, carboxylic acid derivatives, sulfonic acid derivatives, oxazoles, thiazoles and other heterocyclic compounds, ketones and their derivatives, etc. According to the structure can be divided into: naphthalic anhydride, dichloroacetamide, oxime ether, heterocyclic, sulfonylurea (amine), plant growth regulators, herbicides and fungicides; The mode and function principle can be divided into: combined type, decomposition type, antagonistic type, compensation type and so on.
  • Herbicide safeners include amides, carbamates, phenoxycarboxylic acids, aryloxyphenoxypropionates, sulfonylureas, sulfonamides, imidazolinones, cyclohexanediones, heterogeneous Azodiketones, mesitylenes, and the like.
  • Protected crops mainly include rice, sorghum, corn, wheat, rye, cotton, and soybeans.
  • herbicides used in rice fields mainly include quinclorac, bispyribyl ether, penoxsulam, and cyhalofop. These herbicides have been used in rice for many years, and the resistance of weeds to penoxsulam, bispyribyl ether and cyhalofoprin The problem began to stand out, especially in the direct seeding rice area.
  • Today's mainstream herbicides have significant resistance to valerian, and Qianjin also produces significant resistance to the only herbicide, cyhalofop-butylate, used for rice registration. Therefore, the production of cockroaches requires high safety, a wide range of herbicides, and can solve the problem of resistant weeds.
  • the present invention provides a rice field herbicide composition and an application thereof, which can effectively prevent weeds, sedge, sedge and other weed problems in rice fields, and has an expansion It kills grass spectrum, reduces application rate, is safe for crops, and can solve resistant weeds.
  • a rice field herbicidal composition comprising a herbicidally effective amount of active ingredient A and active ingredient B, wherein
  • the active ingredient A is one of the following formulas:
  • R 1 represents hydrogen, methyl, ethyl, cyclopropyl
  • R 2 represents a methyl group, an ethyl group, an isopropyl group
  • R 3 , R 4 , R 5 , R 6 , R 7 , R 8 represent hydrogen, methyl, ethyl, methoxy, halogen, halogen-substituted methyl, halogen-substituted methoxy;
  • the active ingredient B is selected from one or more of the following compounds:
  • Triazines Xicaojing, Fucaojing, Tedingjin;
  • Sulfonylureas pyrazosulfuron-methyl, chlorpyrifossulfuron, bensulfuron-methyl, azoxysulfuron-methyl, pyrazosulfuron-methyl, flupirsulfuron, ethoxysulfuron, ethersulfuron-methyl, Ethersulfuron, pyrimethanil, and pyrazepamsulfonate;
  • Sulfonamides penoxsulam, diflufenacil
  • pyrimidine salicylic acid bispyribyl ether, pyrimidinyl ether, pyrimidin;
  • aryloxyphenoxypropionates cyhalofoprin, fenoxapropion, oxazolamide;
  • pyrazoles pyrazol, pyroxacyclone, benzoxazole, oxafluridone, oxazolone, cycloflufenone;
  • Hormones quinclorac, 2, 4, 4, 4, 4, flupiric acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxy Benzyl)-5-fluoropyridine-2-carboxylic acid benzyl ester, green grass;
  • oxazolidinedione cyclopentazone, oxaloin, propargyl oxatone
  • triketones mesotrione, furazosulfone, bicyclosulfone, cyclosulfone, flufenicone;
  • the active ingredient A is specifically A 1 , the structure of A 1 is R 1 , R 2 , R 3 , R 5 , R 6 , and R 7 are all methyl groups, and R 4 and R 8 are hydrogen.
  • the active ingredient A is specifically A 2 , the structure of A 2 is R 1 , R 4 and R 8 are hydrogen, R 2 is an ethyl group, and R 3 , R 5 , R 6 and R 7 are all methyl groups.
  • the active ingredient B is propanil, bentazone, cyhalofop, oxazinone, oxazolidine, chloropyrimidene, pyrazosulfuron, fluorochloropyridyl, chlorofluoropyridin Acetic acid, butachlor, pretilachlor, benzilamide, samarium phosphate, clomazone, grass herbicide, quinclorac, 4-amino-3-chloro-6-(4-chloro-2 -fluoro-3-methoxybenzyl)-5-fluoropyridine-2-carboxylic acid benzyl ester, bispyribyl ether, penoxsulam, chlorpyrifos, mesotrione, oxacillin Kind or more.
  • the weight ratio of A to B is from 1 to 100:1 to 100, preferably from 1 to 30:1 to 30, more preferably from 1 to 20:1 to 20.
  • the mass percentage of A and B in the herbicidal composition is from 1 to 95%, preferably from 10 to 80%, based on the total amount.
  • the herbicidal composition further comprises a safener C, the safener C being selected from one or more of the following compounds:
  • the weight ratio of A, B, and C is 1-100: 1-100: 1-100, preferably 1-30: 1-30: 1-30, more preferably 1-20: 1-20: 1-20, In the range of the defined weight ratio, A is compounded with the active ingredient B to achieve a synergistic effect, and the safener compound C provides a good safety improvement for the crop.
  • the mass percentage of A, B, and C in the herbicidal composition is from 1 to 95%, preferably from 10 to 80%, based on the total amount.
  • the herbicidal composition further comprises a conventional auxiliary agent comprising a carrier and a surfactant.
  • carrier refers to an organic or inorganic, natural or synthetic material. They contribute to the active ingredients For administration, the carrier is generally inert and must be agriculturally acceptable, especially for the treated plant.
  • the carrier may be solid, such as clay, natural or synthetic silicates, silica, resins, waxes, solid fertilizers, etc.; or liquid, such as water, alcohols, ketones, petroleum fractions, aromatic or waxy hydrocarbons, chlorine Hydrocarbons, liquefied gases, etc.
  • Surfactants may include emulsifiers, dispersants or wetting agents, which may be ionic or nonionic. Examples which may be mentioned are salts of polyacrylic acid, lignosulfonates, salts of phenolsulfonic or naphthalenesulfonic acid, ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols (especially a polymer of an alkylphenol or an arylphenol, a sulfosuccinate, a taurine derivative (especially a taurine alkyl ester), a phosphate ester of an alcohol or a phosphate of a polyhydroxyethylated phenol, Alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, lauryl ether sulfates, fatty alcohol sulfates, and sulfated hexadecane, hepta-
  • compositions may also contain various other components such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.
  • compositions of the present invention may be diluted or used directly by the user prior to use.
  • the preparation can be prepared by a usual processing method, that is, after mixing the active material with a liquid solvent or a solid carrier, and then adding one or more of a surfactant such as a dispersing agent, a stabilizer, a wetting agent, a binder, an antifoaming agent, and the like.
  • a surfactant such as a dispersing agent, a stabilizer, a wetting agent, a binder, an antifoaming agent, and the like.
  • Specific formulations of the herbicidal compositions are dispersible oil suspensions, aqueous suspensions, suspoemulsions, emulsifiable concentrates, water-dispersible granules (dry suspensions), aqueous emulsions, microemulsions.
  • the original drug, safener, solvent and emulsifier in the above formula are added into the mother liquor to prepare a uniform oil phase, and the deionized water and the antifreezing agent are uniformly mixed into the product preparation kettle, and the mixture is uniformly stirred and mixed.
  • the composition of the invention is a transparent or translucent microemulsion product.
  • compositions of the present invention can be combined with solid and liquid additives conventionally used in prior art formulations.
  • composition of the present invention can be applied to the leaves of the plants to be treated by spraying, i.e., to the weeds, particularly on the surface which is infested or susceptible to weeds which are harmful to the growth of the crop.
  • composition of the present invention is environmentally friendly and is easily degraded in the environment, and is safe for both the rice and the later crops.
  • the herbicidal composition of the invention has low cost and convenient use, and has great economic and social benefits for its popularization and application.
  • the herbicidal composition of the present invention can prevent the resistance of the herbaceous weeds, the valerian which is resistant to the ALS inhibitor, and the resistance to the ACCase inhibitor.
  • Gramineous weeds such as Qiangjin are effective solutions for weed resistance management in paddy fields.
  • Formulation composition 3%A 1 +15% enemy ⁇ +1% dibenzoxazole acid +5% emulsifier calcium dodecyl benzene sulfonate +6% emulsifier phenethyl phenol polyoxyethylene ether +3 emulsified Agent % nonylphenol ethoxylate + 12% cosolvent N, N-dimethyl phthalamide + 5 cosolvent % N-methyl pyrrolidone + 200 # solvent oil to make up.
  • the active ingredient B is a propanil and the safener compound C is cyprosulfamide
  • composition is: 3%A 2 +15% enemy +0.5% cyprosulfamide + 4% emulsifier calcium dodecylbenzene sulfonate +6% emulsifier phenethyl phenol polyoxyethylene ether + 3% emulsifier fatty alcohol Polyoxyethylene ether + 15% co-solvent N, N-dimethyl phthalamide + 5% cosolvent N-methylpyrrolidone + 200 # solvent oil to make up.
  • composition of the formula is: 6% A 1 +25% bentazone + 0.5% dibenzoxazole acid + 5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt + 5% emulsifier fatty acid polyoxyethylene ester +8% emulsifier castor oil polyoxyethylene ether + 1.5% thickener organic bentonite + methyl oleate to make up.
  • Formulation composition 6%A 1 +20% bentazone +0.5%cyprosulfamide+5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt +5% emulsifier fatty alcohol polyoxyethylene ether +8% Emulsifier castor oil polyoxyethylene ether + 2% thickener organic bentonite + methyl oleate to make up.
  • the active ingredient B is cyprofenil and the safener compound C is cyprosulfamide
  • the formula consists of: 4% A 1 +10% cyhalofoprin + 0.5% cyprosulfamide + 5% emulsifier calcium dodecyl benzene sulfonate + 5% emulsifier fatty acid polyoxyethylene ester + 8% emulsifier castor oil Oxyethylene vinyl ether + 2% thickener organic bentonite + methyl oleate to make up.
  • composition of the formula is: 6% A 1 +10% cyhalofop-butylate + 0.5% dibenzoxazole acid + 5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt + 5% emulsifier fatty acid polyoxyethylene Ester +8% emulsifier castor oil polyoxyethylene ether + 2.2% thickener organic bentonite + methyl oleate to make up.
  • Formulation composition 4% A 1 +20% quinclorac + 0.5% dibenzoxazole + 5% sodium sec-butyl octyl sulfonate + 5% emulsifier nonyl phenol ethoxylate + 8 % emulsifier castor oil polyoxyethylene ether + 2% thickener organic bentonite + methyl oleate to make up.
  • composition of the formula is: 6% A 2 +15%% quinclorac + 0.75% furilazole + 5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt + 5% emulsifier fatty acid polyoxyethylene ester +8 % emulsifier castor oil polyoxyethylene ether + 3% thickener organic bentonite + methyl oleate to make up.
  • composition of the formula is: 6% A 2 +25% propanil +0.75% pyrazole herbicide +5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt + 5% emulsifier fatty acid polyoxyethylene ester + 8% emulsifier castor oil polyoxyethylene ether + 2% thickener organic bentonite + methyl oleate to make up.
  • Formulation composition 3%A 1 +10% bentazone +0.4% pyrazole herbicide +5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt +5% emulsifier nonylphenol polyoxygen Vinyl ether + 8% emulsifier castor oil polyoxyethylene ether + 3.2% thickener organic bentonite + methyl oleate to make up.
  • Formulation composition 6%A 1 +4% flufenoxyacetic acid +0.75% dibenzoxazole acid +5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt +5% emulsifier fatty acid polyoxygen Vinyl ester + 8% emulsifier castor oil polyoxyethylene ether + 4% thickener organic bentonite + methyl oleate to make up.
  • the active ingredient B is bis-oxalate and the safener compound C is cyprosulfamide
  • composition of the formula is: 5% A 1 + 2% bis-oxalate + 0.75% cyprosulfamide + 5% dispersant phenethyl phenol polyoxyethylene ether phosphate triethanolamine salt + 2% wetting agent nonyl phenol ethoxylate + 0.2% thickener xanthan gum + 2.5% thickener magnesium aluminum silicate + 4% antifreeze glycol + water to make up.
  • the active ingredient B is mesotrione and the safener compound C is cyprosulfamide
  • composition of the formula is: 6% A 1 +1% mesotrione + 0.75% cyprosulfamide + 5% dispersing agent sodium lignosulfonate + 2% wetting agent pulling powder + 0.3% thickener xanthan gum + 5% Antifreeze glycerol + balance water to make up.
  • Processing equipment mixing tank, colloid mill, sand mill, shearing machine, etc.
  • composition of the formula is: 6% A 1 +35% propanil + 0.75% pyrazole herbicide + 5% dispersant polycarboxylate + 2% wetting agent sodium lauryl sulfate + 0.3% thickener Huangyuan Glue + 5% antifreeze glycerol + balance water to make up.
  • Processing equipment mixing tank, colloid mill, sand mill, shearing machine, etc.
  • composition of the formula is: 6% A 1 +15% oxaloin + 0.75% dibenzoxazole + 5% dispersing agent sodium lignosulfonate + 2% wetting agent pulling powder + 0.3% thickener xanthan gum +5% antifreeze glycerol + balance water to make up.
  • Processing equipment mixing tank, colloid mill, sand mill, shearing machine, etc.
  • composition of the formula is: 6% A 1 +20% quinclorac + 0.75% cyprosulfamide + 5% dispersant fatty alcohol polyoxyethylene ether phosphate triethanolamine salt + 2% wetting agent pull powder + 0.3% thickener Xanthan gum + 5% antifreeze glycerol + balance water to make up
  • Processing equipment mixing tank, shearing machine, colloid mill, sand mill, etc.
  • a 1 , quinclorac, cyprosulfamide and auxiliary agents are put into the mixing tank, stirred and mixed, then passed through a colloid mill, and then passed into a sand mill for three-stage sanding to obtain a finished product.
  • the active ingredient B is cyprofenil and the safener compound C is cyprosulfamide
  • composition of the formula is: 6% A 1 +10% cyhalofoprin +0.5% cyprosulfamide + 5% dispersing agent sodium lignosulfonate + 2% wetting agent pulling powder + 0.3% thickener xanthan gum + 5% Antifreeze glycerol + balance water to make up.
  • Processing equipment mixing tank, shearing machine, colloid mill, sand mill, etc.
  • a 1 , cyanoflufenate, cyprosulfamide and auxiliary agents are put into the mixing kettle, stirred and mixed, then passed through a colloid mill, and then passed into a sand mill for three-stage sanding to obtain a finished product.
  • the active ingredient B is a propanil and the safener compound C is cyprosulfamide
  • composition of the formula is: 6% A 1 +35% propanil +0.5% cyprosulfamide + 10% dispersant polycarboxylate + 5% wetting agent pull powder +1% disintegrant polyvinyl alcohol + filler diatomaceous earth Make up.
  • Processing equipment jet mill, coulter mixer, basket granulator, drying oven, screening machine, etc.
  • composition of the formula is: 6% A 2 + 30% butachlor + 0.5% dibenzoxazole + 10% dispersant naphthalene sulfonate + 5% wetting agent pull powder +15% adsorbent white carbon black + 1% disintegrant polyvinyl alcohol + filler diatomaceous earth to make up.
  • Processing equipment jet mill, coulter mixer, basket granulator, drying oven, screening machine, etc.
  • composition of the formula is: 6% A 1 + 5% weeds + 0.75% dibenzoxazole + 10% dispersant sodium lignin sulfonate + 5% wetting agent pull powder +1% disintegrant polyethylene Alcohol + filler diatomaceous earth to make up.
  • Processing equipment jet mill, coulter mixer, basket granulator, drying oven, screening machine, etc.
  • the active ingredient B is oxazinone and the safener compound C is cyprosulfamide
  • composition of the formula is: 6% A 1 + 2% oxalofenone + 0.75% cyprosulfamide + 10% dispersant naphthalene sulfonate + 5% wetting agent pull powder + 5% adsorbent white carbon black +1% disintegration
  • agent polyvinyl alcohol + filler diatomaceous earth to make up.
  • Processing equipment jet mill, coulter mixer, basket granulator, drying oven, screening machine, etc.
  • composition of the formula is: 6% A 1 +8% oxazolidine + 0.75% cyprosulfamide + 10% dispersant polycarboxylate + 5% wetting agent sodium dodecyl benzene sulfonate +1% disintegrant Vinyl alcohol + filler diatomaceous earth to make up.
  • Processing equipment jet mill, coulter mixer, basket granulator, drying oven, screening machine, etc.
  • Echinochloa crusgalli and Echinochloa colonum were collected from rice fields in Wangcheng County, Hunan province; Leptochloa chinensis was collected from Changsha County, Hubei province, and Cyperus difformis was collected from Jingzhou, Hubei province, Bidens Pilosa) and Monocharia vaginalis were collected from Yingkou, Liaoning province.
  • the above weeds were cultivated by pot culture. They were placed in an enamel pan with 180 ⁇ 140mm plastic nutrient bowl, and the surface soil was collected from the farmland and sifted through the air.
  • the soil moisture is controlled at 20% at the beginning, and the weed seeds with full and uniform grain are selected, soaked in warm water at 25 °C for 6 hours, germinated in a 28 °C biochemical incubator (dark), and the white weed seeds will be exposed. Place it evenly on the surface of the soil, and then cover the soil by 0.5-1 cm according to the particle size.
  • the required active ingredient B is a commercially available original drug, and A is produced by the company, see patent CN201511030154.6.
  • the original drugs were all treated with acetone as a solvent, diluted with 0.1% emulsifier T-80 aqueous solution, and now diluted.
  • each group of A and active ingredient B When determining the distribution ratio or content of each group of A and active ingredient B, it should be measured from the characteristics and virulence of the two agents, and the main purpose of the formulation should be considered. On the basis of the preliminary pre-test, the A and B active ingredients used alone and mixed dosages are shown in the table. Water containing no drug, the same solvent and an emulsifier was used as a blank control.
  • Each treatment was repeated 4 times, and each time 3 pots were treated, 20 seeds of weed seeds were planted per pot, and 60 plants per treatment.
  • the cultured test materials were evenly placed on a platform with an area of 0.5 m 2 , and sprayed with a 3WP-2000 type walking spray tower, and the spray amount was 30 kg/ha.
  • the spray pressure was 0.3 MPa. After all the liquid medicines have been sprayed, close the air valve. After 30 seconds, open the spray tower door and take out the nutrient bowl. Then open the air valve, spray 50ml of water, and clean the spray tube.
  • weed culture see 1.1, refer to the "Pesticide Indoor Bioassay Test Guidelines Herbicide”. See 2.3.2 for the method of administration, using stem and leaf treatment. After the treatment, it was transferred to a greenhouse for routine culture, and a water layer of 1-2 cm was always maintained during the test.
  • the whole seedlings of the living weeds were cut along the surface of the soil with a blade, and the weeds were weighed with an analytical balance. weight. For dead weeds, the fresh weight is zero.
  • the investigation was conducted 20 days after the treatment, and a total of 1 investigation was conducted.
  • E measured inhibition rate
  • the E-E0 value is greater than 10% for synergism, less than -10% for antagonism, and between -10% and 10% for additive effect. According to the actual control effect and the characteristics of the herbicide, the balance of the formula and other factors determine the best ratio.
  • X is the fresh weight inhibition rate when A is used as P
  • Y is the fresh weight inhibition rate when the amount of active ingredient B is Q.
  • Echinochloa crusgalli and Echinochloa colonum were collected from rice fields in Wangcheng County, Hunan province; Leptochloa chinensis was collected from Changsha County, Hubei City, and Cyperus difformis was collected from Jingzhou, Hubei province, Bidens Pilosa), Monocharia vaginalis was collected from Yingkou, Liaoning.
  • the test soil was dosed to 3/4 of the pots and then watered from the bottom of the pots to completely wet the soil to saturation.
  • the pretreated weed seeds were uniformly distributed on the surface, and the soil was covered by 0.5-2 cm according to the seed size, and was used 24 hours after sowing.
  • GA10 type one ten thousand electronic balance Germany
  • ZDR2000 intelligent data recorder Hagzhou Zeda Instrument Co., Ltd.
  • SPX type intelligent biochemical incubator Naingbo Jiangnan Instrument Factory
  • the required active ingredient B is a commercially available original drug, and A is produced by the company.
  • the original drugs were all treated with acetone as a solvent, diluted with 0.1% emulsifier T-80 aqueous solution, and now diluted.
  • each group of A and active ingredient B When determining the distribution ratio or content of each group of A and active ingredient B, it should be measured from the characteristics and virulence of the two agents, and the main purpose of the formulation should be considered. On the basis of the preliminary pre-test, the A and B active ingredients used alone and mixed dosages are shown in the table. Water containing no drug, the same solvent and an emulsifier was used as a blank control.
  • Each treatment was repeated 4 times, 3 pots per treatment, and 30 seeds of weed seeds were seeded per pot.
  • the whole seedlings of the living weeds were cut along the surface of the soil with a blade, and the fresh weight of the weeds was weighed by an analytical balance. For dead weeds, the fresh weight is zero.
  • the investigation was conducted 20 days after the treatment, and a total of 1 investigation was conducted.
  • E measured inhibition rate
  • the E-E0 value is greater than 10% for synergism, less than -10% for antagonism, and between -10% and 10% for additive effect. According to the actual control effect and the characteristics of the herbicide, the balance of the formula and other factors determine the best ratio. In general, mutual synergism is evaluated at low doses. With the increase of the dosage, when a certain component exceeds a certain dose, the individual components achieve higher control effect, and the synergistic effect is no longer meaningful.
  • X is the fresh weight inhibition rate when A is used as P
  • Y is the fresh weight inhibition rate when the amount of active ingredient B is Q.
  • Table 16A The actual control effect (wet experiment) and combined effect (wewing method) on the weeds mixed with the oxalox.
  • the herbicide composition prepared in Examples 1) to 22) was used to control the weed test in paddy fields.
  • Stem and leaf spray After rice 3 leaves 1 heart, weed 3-5 leaf stage, hand sprayer, water volume 15 kg / 667 m 2 , spray evenly with stem and leaf spray.
  • test agents and dosages are shown in Table 18.
  • the plot area is 50 square meters, and each treatment is repeated 4 times.
  • the control effect of the investigation 45 days after application is shown in Table 18, and the safety of rice is shown in Table 19.
  • Types of weed communities in each demonstration site Public Security: Valerian + Thousand Gold + Shaped Sedge + Dapper Grass; Liyang: Valerian + Thousand Gold + Duckgrass; Changsha: Valerian + Thousand Gold + Duckweed Yingkou: ⁇ + ⁇ + ⁇ ; Sanya: ⁇ + ⁇ + ⁇ .
  • the composition is useful for controlling grass weeds after rice seedlings in a rice field, and has surprising and unexpected synergistic effects, especially for alfalfa, thousand gold and the like.
  • Broad-leaved weeds such as underage weeds, sedges, and ragweed have a particularly significant synergistic effect, and this synergistic effect is more pronounced at low doses. Reducing the dosage, safety of rice, reducing environmental pollution, and rational compounding reduce agricultural costs, and it is effective for ALS and ACCase inhibitors to control weeds, and has a good application prospect.

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Abstract

提供一种水稻田除草剂组合物及其应用。所述水稻田除草剂组合物包括除草有效量的活性成分A和活性成分B，其中，活性成分A为如下通式化合物中的一种：式　（Ｉ），活性成分B为以下化合物中的一种或多种：1）三嗪类；2）腈类；3）磺酰脲类；4）磺酰胺类；5）嘧啶水杨酸类；6）芳氧苯氧基丙酸酯类；7）环己烯酮类；8）酰胺类；9）吡唑类；10）氨基甲酸酯类；11）有机磷类；12）激素类；13）恶唑烷二酮；14）二苯醚类；15）三酮类等。所述水稻田除草剂组合物成本低，使用方便，在环境中易于降解，对当茬水稻和后茬作物均很安全。

Description

一种水稻田除草剂组合物及其应用 技术领域
本发明属于农药领域，具体涉及一种水稻田除草剂组合物及其应用。
背景技术
化学除草是农田杂草防除中最为经济、有效的手段，但长期连续高剂量地使用单一品种或单一作用方式的化学除草剂，容易造成杂草耐药和抗性演化等问题。除草剂化合物的合理复配或混配具有扩大杂草谱、提高防除效果、延缓杂草耐药性和抗药性的发生与发展等优点，是解决上述问题的最为有效的方法之一。
对羟苯基丙酮酸双氧化酶(HPPD)是继乙酰辅酶A羧化酶(ACCase)抑制剂、乙酰乳酸合成酶(ALS)抑制剂和原卟啉原氧化酶(Protox)抑制剂等之后发现的又一类新型除草剂。HPPD抑制剂的作用特点是具有广谱的除草活性，芽前和芽后均可使用，杂草出现白化后死亡。虽其症状与类胡萝卜素生物抑制剂的作用症状极相似，但其化学结构特点如极性和电离度与已知的类胡萝卜素生物抑制剂有明显的不同。
HPPD抑制剂类除草剂杂草抗性风险大大低于ACCase抑制剂，并且与常用的ACCase抑制剂、ALS抑制剂等其他作用机制不存在靶标抗性引起的交互抗性。
除草剂安全剂(Safener)，也称解毒剂(Antidote)或保护剂(Protectant)，是具有独特性能的化学物质。除草剂安全剂是在不影响除草剂对靶标杂草活性的前提下，有选择地保护作物免遭除草剂药害，从而增强作物对除草剂的耐受能力，增加除草剂对作物的安全性。美国、德国、瑞士、日本、加拿大、俄罗斯、韩国和匈牙利等国对除草剂安全剂的研究较多，中国起步较晚，在80年代末才开始这项研究。
除草剂安全剂按化合物类别可分为：肟醚类、二氯乙酰胺类、羧酸衍生物类、磺酸衍生物类、噁唑、噻唑和其它杂环化合物、酮类及其衍生物等；按结构可分为：萘酸酐类、二氯乙酰胺类、肟醚类、杂环类、磺酰脲(胺)类、植物生长调节剂类、除草剂类和杀菌剂类等；按作用方式与作用原理可分为：结合型、分解型、拮抗型、补偿型等。
随着除草剂的广泛应用，除草剂药害问题不断出现，对除草剂安全剂存在迫切需求。除草剂安全剂包括酰胺类、氨基甲酸酯类、苯氧羧酸类、芳氧苯氧丙酸酯类、磺酰脲类、磺酰胺类、咪唑啉酮类、环已二酮类、异恶唑二酮类、均三氮苯类等。保护的作物主要有水稻、高粱、玉米、小麦、黑麦、棉花、大豆等。
目前水稻田应用的除草剂主要有二氯喹啉酸、双草醚、五氟磺草胺、氰氟草酯等少数品种。这几种除草剂在水稻上已经多年使用，杂草对五氟磺草胺、双草醚、氰氟草酯的抗性问 题开始凸显，尤其在直播稻区当今主流除草剂均对稗草产生明显抗性，且千金子对唯一用于水稻登记的除草剂-氰氟草酯也产生显著抗性。因此生产上亟需安全性高、杀草谱广、能够解决抗性杂草问题的品种。
发明内容
为解决现有技术中存在的上述问题，本发明提供一种水稻田除草剂组合物及其应用，该组合物能有效防除水稻田中的稗草、千金子、莎草等杂草问题，具有扩大杀草谱、减少施用量、对作物安全、能够解决抗性杂草等特点。
一种水稻田除草剂组合物，其包括除草有效量的活性成分A和活性成分B，其中，
活性成分A为下列通式中的一种：
Figure PCTCN2017076783-appb-000001
R1代表氢，甲基，乙基，环丙基；
R2代表甲基，乙基，异丙基；
R3，R4，R5，R6，R7，R8代表氢，甲基，乙基，甲氧基，卤素，卤素取代的甲基，卤素取代的甲氧基；
活性成分B选自以下化合物中的一种或多种：
1)三嗪类：西草净、扑草净、特丁津；
2)腈类：溴苯腈、碘苯腈、辛酰溴苯腈；
3)磺酰脲类：吡嘧磺隆、氯吡嘧磺隆、苄嘧磺隆、丙嗪嘧磺隆、嗪吡嘧磺隆、氟吡磺隆、乙氧磺隆、醚苯磺隆、醚磺隆、嘧苯胺磺隆、唑吡嘧磺隆；
4)磺酰胺类：五氟磺草胺、双氟磺草胺；
5)嘧啶水杨酸类：双草醚、嘧啶肟草醚、嘧草醚；
6)芳氧苯氧基丙酸酯类：氰氟草酯、精噁唑禾草灵、噁唑酰草胺；
7)环己烯酮类：环苯草酮；
8)酰胺类；甲草胺、乙草胺、丁草胺、丙草胺、苯噻酰草胺、异丙甲草胺、敌稗；
9)吡唑类：吡唑特、吡草酮、苄草唑、苯唑草酮、双唑草酮、环吡氟草酮；
10)氨基甲酸酯类：禾草敌、禾草丹；
11)有机磷类：莎稗磷、马拉硫磷；
12)激素类：二氯喹啉酸、2甲4氯、2,4-滴、氯氟吡氧乙酸、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苄基)-5-氟吡啶-2-羧酸苯甲酯、绿草定；
13)恶唑烷二酮：环戊恶草酮、恶草酮、丙炔恶草酮；
14)二苯醚类：乙氧氟草醚；
15)三酮类：硝磺草酮、呋喃磺草酮、双环磺草酮、环磺酮，氟吡草酮；
16)其它：唑草酮、灭草松、异噁草松、异丙隆、双唑草腈、甲磺草胺、二甲戊灵、仲丁灵、苄草隆、莎扑隆、氟硫草定。
优选地，所述活性成分A具体为A1，A1结构为R1、R2、R3、R5、R6、R7都是甲基，R4、R8是氢。
所述活性成分A具体为A2，A2结构为R1、R4、R8是氢，R2是乙基，R3、R5、R6、R7都是甲基。
优选地，所述活性成分B为敌稗、灭草松、氰氟草酯、唑草酮、双唑草腈、氯吡嘧磺隆、吡嘧磺隆、氟氯吡啶酯、氯氟吡氧乙酸、丁草胺、丙草胺、苯噻酰草胺、莎稗磷、异噁草松、禾草敌、二氯喹啉酸、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苄基)-5-氟吡啶-2-羧酸苯甲酯、双草醚、五氟磺草胺、西草净、硝磺草酮、恶草酮中的一种或多种。
A和B的重量比为1-100:1-100，优选为1-30:1-30，更优选为1-20:1-20。
所述除草组合物中A、B的质量百分含量占总量的1-95％，优选10-80％。
所述的除草组合物进一步包括安全剂C，安全剂C选自如下化合物中的一种或多种：
C1：双苯噁唑酸
C2：cyprosulfamide
C3：吡唑解草酯
C4：解毒喹
C5：赤霉酸
C6：furilazole
C7：N-(2-2甲氧基苯甲酰基)-4-[(甲基氨基羰基)氨基]苯磺酰胺。
A、B、C的重量比为1-100:1-100:1-100，优选为1-30:1-30:1-30，更优选为1-20:1-20:1-20，在所限定的重量比的范围内，A与活性成分B混配取得协同增效的技术效果，安全剂化合物C起到很好的对作物的安全性改善。
所述除草组合物中A、B、C的质量百分含量占总量的1-95％，优选10-80％。
所述除草组合物中还包含常规助剂，所述常规助剂包括载体、表面活性剂。
本文中的术语“载体”表示一种有机或无机、天然或合成的物质。它们有助于活性成分的 施用，该载体一般是惰性的且必须是农业上可接受的，特别是被处理的植物所接受。载体可以是固体的，如陶土、天然或合成的硅酸盐、二氧化硅、树脂、蜡、固体肥料等；或者液体的，如水、醇类、酮类、石油馏分、芳烃或蜡烃、氯代烃、液化气等。
表面活性剂可包括乳化剂、分散剂或润湿剂，它可以是离子型或非离子型的。可提及的实例是聚丙烯酸的盐、木质素磺酸盐、苯酚磺酸或萘磺酸的盐、环氧乙烷与脂肪族醇或与脂族酸或与脂肪族胺与取代苯酚(特别是烷基苯酚或芳基苯酚)的聚合物、磺基琥珀酸盐、牛磺酸衍生物(特别是牛磺酸烷脂)及醇的磷酸酯或多羟乙基化的苯酚的磷酸酯、烷基磺酸盐、烷基芳基磺酸盐、烷基硫酸盐、月桂基醚硫酸盐、脂肪醇硫酸盐，以及硫酸化十六-、十七-和十八烷醇以及硫酸化脂肪醇乙二醇醚，此外还有萘或萘磺酸与苯酚和甲醛的缩合物、聚氧乙烯辛基苯基醚、乙氧基化异辛基酚、辛基酚或壬基酚、烷基苯基聚乙二醇醚、三丁基苯基聚乙二醇醚、三硬脂基苯基聚乙二醇醚、烷基芳基聚醚醇、醇和脂肪醇/氧化乙烯缩合物、乙氧基化蓖麻油、聚氧乙烯烷基醚、乙氧基化聚氧丙烯、月桂醇聚乙二醇醚缩醛、山梨醇酯、木素亚硫酸盐废液，以及蛋白质、变性蛋白、多糖(例如甲基纤维素)、疏水改性淀粉、聚乙烯醇、聚羧酸盐、聚烷氧基化物、聚乙烯胺、聚乙烯吡咯烷酮及其共聚物。至少需要一种表面活性剂存在，以有利于活性成分在水中的分散并有利于使它们能正确地施用于植物。
上述组合物也可含有各种其他的组分，如保护胶体、粘合剂、增稠剂、触变剂、渗透剂、稳定剂、螯合剂、染料、着色剂和聚合物。
本发明的组合物可以由使用者在使用前经稀释或直接使用。其配制可由通常的加工方法制备，即将活性物质与液体溶剂或固体载体混合后，再加入表面活性剂如分散剂、稳定剂、湿润剂、粘合剂、消泡剂等中的一种或几种。
所述除草组合物的具体制剂为可分散油悬浮剂、水悬浮剂、悬乳剂、乳油、水分散粒剂(干悬浮剂)、水乳剂、微乳剂。
将上述配方中原药、安全剂、溶剂、乳化剂加入母液调制釜中，制得均匀油相，将去离子水、抗冻剂等混合均匀注入产品调制釜中，经高速搅拌，混合均匀制成本发明组合物透明或半透明的微乳剂产品。
简而言之，本发明的组合物可以和现有技术的配方中常规使用的固体和液体添加剂混合。
本发明的组合物可通过喷雾的方法被施用于待处理植物叶片上，即施用于杂草，特别是对作物生长有害的杂草侵扰或易侵扰影响的表面上。
当施用本发明的除草组合物时，获得了预料不到的增效效果，并且除草活性比使用单个除草剂的活性预期总和，以及单个除草剂单独活性更为显著。增效效果表现为施用量减少、更宽的杂草控制谱、除草作用更快、更持久，这些特性是杂草控制实践过程中所需要的。就 所描述的特性来说，这些新组合物明显地优越于现有的除草剂。
本发明的除草组合物还具有下述优点：
(1)本发明的组合物为环境友好型，在环境中均易于降解，对当茬水稻和后茬作物均很安全。
(2)本发明的除草组合物成本低、使用方便，其推广应用有巨大的经济效益和社会效益。
(3)与现有技术相比，本发明所述除草组合物既能防除非抗性禾本科杂草，又能防除对ALS抑制剂产生抗性的稗草、及对ACCase抑制剂产生抗性的千金子等禾本科杂草，是水稻田杂草抗性管理的有效方案。
具体实施方式
下列实施例并非限制本发明，而只是用来说明本发明是如何实现的。对于某些杂草，这些实施例显示出特别显著的有效性。举例如下：
A、实施例
1)乳油
当活性成分B为敌稗，安全剂化合物C为双苯噁唑酸时
配方组成为：3％A1+15％敌稗+1％双苯噁唑酸+5％乳化剂十二烷基苯磺酸钙+6％乳化剂苯乙基苯酚聚氧乙烯醚+3乳化剂％壬基酚聚氧乙烯醚+12％助溶剂N,N-二甲基癸酰胺+5助溶剂％N-甲基吡咯烷酮+200#溶剂油补足。
2)乳油
当活性成分B为敌稗，安全剂化合物C为cyprosulfamide时
配方组成为：3％A2+15％敌稗+0.5％cyprosulfamide+4％乳化剂十二烷基苯磺酸钙+6％乳化剂苯乙基苯酚聚氧乙烯醚+3％乳化剂脂肪醇聚氧乙烯醚+15％助溶剂N,N-二甲基癸酰胺+5％助溶剂N-甲基吡咯烷酮+200#溶剂油补足。
3)可分散油悬浮剂
当活性成分B为灭草松，安全剂化合物C为双苯噁唑酸时
配方组成为：6％A1+25％灭草松+0.5％双苯噁唑酸+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂脂肪酸聚氧乙烯酯+8％乳化剂蓖麻油聚氧乙烯醚+1.5％增稠剂有机膨润土+油酸甲酯补足。
4)可分散油悬浮剂
当活性成分B为灭草松，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+20％灭草松+0.5％cyprosulfamide+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂脂肪醇聚氧乙烯醚+8％乳化剂蓖麻油聚氧乙烯醚+2％增稠剂有 机膨润土+油酸甲酯补足。
5)可分散油悬浮剂
当活性成分B为氰氟草酯，安全剂化合物C为cyprosulfamide时
配方组成为：4％A1+10％氰氟草酯+0.5％cyprosulfamide+5％乳化剂十二烷基苯磺酸钙+5％乳化剂脂肪酸聚氧乙烯酯+8％乳化剂蓖麻油聚氧乙烯醚+2％增稠剂有机膨润土+油酸甲酯补足。
6)可分散油悬浮剂
当活性成分B为氰氟草酯，安全剂化合物C为双苯噁唑酸时
配方组成为：6％A1+10％氰氟草酯+0.5％双苯噁唑酸+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂脂肪酸聚氧乙烯酯+8％乳化剂蓖麻油聚氧乙烯醚+2.2％增稠剂有机膨润土+油酸甲酯补足。
7)可分散油悬剂
当活性成分B为二氯喹啉酸，安全剂化合物C为双苯噁唑酸时
配方组成为：4％A1+20％二氯喹啉酸+0.5％双苯噁唑酸+5％顺丁烯二仲辛酯磺酸钠+5％乳化剂壬基酚聚氧乙烯醚+8％乳化剂蓖麻油聚氧乙烯醚+2％增稠剂有机膨润土+油酸甲酯补足。
8)可分散油悬浮剂
当活性成分B为二氯喹啉酸，安全剂化合物C为furilazole时
配方组成为：6％A2+15％％二氯喹啉酸+0.75％furilazole+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂脂肪酸聚氧乙烯酯+8％乳化剂蓖麻油聚氧乙烯醚+3％增稠剂有机膨润土+油酸甲酯补足。
9)可分散油悬浮剂
当活性成分B为敌稗，安全剂化合物C为吡唑解草酯时
配方组成为：6％A2+25％敌稗+0.75％吡唑解草酯+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂脂肪酸聚氧乙烯酯+8％乳化剂蓖麻油聚氧乙烯醚+2％增稠剂有机膨润土+油酸甲酯补足。
10)可分散油悬浮剂
当活性成分B为灭草松，安全剂化合物C为吡唑解草酯时
配方组成为：3％A1+10％灭草松+0.4％吡唑解草酯+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂壬基酚聚氧乙烯醚+8％乳化剂蓖麻油聚氧乙烯醚+3.2％增稠剂有机膨润土+油酸甲酯补足。
11)可分散油悬剂
当活性成分B为氯氟吡氧乙酸，安全剂化合物C为双苯噁唑酸时
配方组成为：6％A1+4％氯氟吡氧乙酸+0.75％双苯噁唑酸+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+5％乳化剂脂肪酸聚氧乙烯酯+8％乳化剂蓖麻油聚氧乙烯醚+4％增稠剂有机膨润土+油酸甲酯补足。
12)悬浮剂
当活性成分B为双草醚，安全剂化合物C为cyprosulfamide时
配方组成为：5％A1+2％双草醚+0.75％cyprosulfamide+5％分散剂苯乙基苯酚聚氧乙烯醚磷酸酯三乙醇胺盐+2％润湿剂壬基酚聚氧乙烯醚+0.2％增稠剂黄原胶+2.5％增稠剂硅酸镁铝+4％防冻剂乙二醇+水补足。
13)悬浮剂
当活性成分B为硝磺草酮，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+1％硝磺草酮+0.75％cyprosulfamide+5％分散剂木质素磺酸钠+2％润湿剂拉开粉+0.3％增稠剂黄原胶+5％防冻剂丙三醇+余量水补足。
加工设备：混料釜、胶体磨、砂磨机、剪切机等。
加工过程：将所有物料投入混料釜中，搅拌混合后过胶体磨，之后进入砂磨机三级砂磨，最后在剪切机中剪切均匀即为成品。
14)悬浮剂
当活性成分B为敌稗，安全剂化合物C为吡唑解草酯时
配方组成为：6％A1+35％敌稗+0.75％吡唑解草酯+5％分散剂聚羧酸盐+2％润湿剂十二烷基硫酸钠+0.3％增稠剂黄原胶+5％防冻剂丙三醇+余量水补足。
加工设备：混料釜、胶体磨、砂磨机、剪切机等。
加工过程：将所有物料投入混料釜中，搅拌混合后过胶体磨，之后进入砂磨机三级砂磨，最后在剪切机中剪切均匀即为成品。
15)悬浮剂
当活性成分B为恶草酮，安全剂化合物C为双苯噁唑酸时
配方组成为：6％A1+15％恶草酮+0.75％双苯噁唑酸+5％分散剂木质素磺酸钠+2％润湿剂拉开粉+0.3％增稠剂黄原胶+5％防冻剂丙三醇+余量水补足。
加工设备：混料釜、胶体磨、砂磨机、剪切机等。
加工过程：将所有物料投入混料釜中，搅拌混合后过胶体磨，之后进入砂磨机三级砂磨，最后在剪切机中剪切均匀即为成品。
16)悬浮剂
当活性成分B为二氯喹啉酸，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+20％二氯喹啉酸+0.75％cyprosulfamide+5％分散剂脂肪醇聚氧乙烯醚磷酸酯三乙醇胺盐+2％润湿剂拉开粉+0.3％增稠剂黄原胶+5％防冻剂丙三醇+余量水补足
加工设备：混料釜、剪切机、胶体磨、砂磨机等。
加工过程：将A1、二氯喹啉酸、cyprosulfamide和助剂等投入混料釜中，搅拌混合后过胶体磨，之后进入砂磨机三级砂磨，得到成品。
17)悬浮剂
当活性成分B为氰氟草酯，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+10％氰氟草酯+0.5％cyprosulfamide+5％分散剂木质素磺酸钠+2％润湿剂拉开粉+0.3％增稠剂黄原胶+5％防冻剂丙三醇+余量水补足。
加工设备：混料釜、剪切机、胶体磨、砂磨机等。
加工过程：将A1、氰氟草酯、cyprosulfamide和助剂等投入混料釜中，搅拌混合后过胶体磨，之后进入砂磨机三级砂磨，得到成品。
18)水分散粒剂
当活性成分B为敌稗，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+35％敌稗+0.5％cyprosulfamide+10％分散剂聚羧酸盐类+5％润湿剂拉开粉+1％崩解剂聚乙烯醇+填料硅藻土补足。
加工设备：气流粉碎机，犁刀式混合机，篮式造粒机，干燥箱，筛分机等。
加工过程：将上述物料混合均匀过气流粉碎，加入水捏合，造粒后干燥，最后筛分得到成品。
19)水分散粒剂
当活性成分B为丁草胺，安全剂化合物C为双苯噁唑酸时
配方组成为：6％A2+30％丁草胺+0.5％双苯噁唑酸+10％分散剂萘磺酸盐类+5％润湿剂拉开粉+15％吸附剂白炭黑+1％崩解剂聚乙烯醇+填料硅藻土补足。
加工设备：气流粉碎机，犁刀式混合机，篮式造粒机，干燥箱，筛分机等。
加工过程：将上述物料混合均匀过气流粉碎，加入水捏合，造粒后干燥，最后筛分得到成品。
20)水分散粒剂
当活性成分B为异噁草松，安全剂化合物C为双苯噁唑酸时
配方组成为：6％A1+5％异噁草松+0.75％双苯噁唑酸+10％分散剂木质素磺酸钠+5％润湿剂拉开粉+1％崩解剂聚乙烯醇+填料硅藻土补足。
加工设备：气流粉碎机，犁刀式混合机，篮式造粒机，干燥箱，筛分机等。
加工过程：将上述物料混合均匀过气流粉碎，加入水捏合，造粒后干燥，最后筛分得到成品。
21)水分散粒剂
当活性成分B为唑草酮，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+2％唑草酮+0.75％cyprosulfamide+10％分散剂萘磺酸盐类+5％润湿剂拉开粉+5％吸附剂白炭黑+1％崩解剂聚乙烯醇+填料硅藻土补足。
加工设备：气流粉碎机，犁刀式混合机，篮式造粒机，干燥箱，筛分机等。
加工过程：将上述物料混合均匀过气流粉碎，加入水捏合，造粒后干燥，最后筛分得到成品。
22)水分散粒剂
当活性成分B为双唑草腈，安全剂化合物C为cyprosulfamide时
配方组成为：6％A1+8％双唑草腈+0.75％cyprosulfamide+10％分散剂聚羧酸盐类+5％润湿剂十二烷基苯磺酸钠+1％崩解剂聚乙烯醇+填料硅藻土补足。
加工设备：气流粉碎机，犁刀式混合机，篮式造粒机，干燥箱，筛分机等。
加工过程：将上述物料混合均匀过气流粉碎，加入水捏合，造粒后干燥，最后筛分得到成品。
B、药效试验
苗后茎叶喷雾处理：
1)试验条件
1.1)、供试靶标
稗草(Echinochloa crusgalli)、光头稗(Echinochloa colonum)采自湖南望城县水稻田；千金子(Leptochloa chinensis)采自湖北长沙县、异型莎草(Cyperus difformis)采自湖北荆州、鬼针草(Bidens pilosa)、鸭舌草(Monochoria vaginalis)采自辽宁营口，上述杂草采用盆栽法培养，用180х140mm塑料营养钵，摆放于搪瓷盘中，内装从农田采回经风干过筛的表层土壤(4/5处)，土壤湿度初期均控制在20％，挑选籽粒饱满均一的杂草种子，用25℃温水浸泡6小时，在28℃生化培养箱(黑暗)中催芽，将刚刚露白的杂草种子均匀摆放在土壤表面，根据种子粒径大小然后覆土0.5-1cm。
1.2)、培养条件
在可控日光温室内进行，温度20～30℃，自然光照，相对湿度57％～72％。
土壤类型为壤土，有机质含量为1.63％，pH＝7.1，碱解氮84.3mg/kg，速效磷38.5mg/kg， 速效钾82.1mg/kg。
1.3)、仪器设备
3WP-2000型行走式喷雾塔，农业部南京农业机械研究所。GA10型万分之一电子天平(德国)；ZDR2000智能数据记录仪(杭州泽大仪器有限公司)；SPX型智能生化培养箱(宁波江南仪器厂)。
2)试验设计
2.1)、试剂
2.1.1)、试验药剂
所需活性成分B均为市售原药，A为本公司生产，参见专利CN201511030154.6。
原药均采用丙酮作溶剂，用含量0.1％乳化剂T-80水溶液稀释，现用现稀释。
2.2)、试验处理
2.2.1)、剂量设置
在确定A与活性成分B各组分配比或含量时，应从两种药剂的作用特点及其毒力等衡量，还要考虑该配方的主要使用目的。本研究在前期预试的基础上，设A、B活性成分单用及混合用量分别见表格。以不含药剂、含相同溶剂及乳化剂的水作为空白对照。
2.2.2)、试验重复
每处理重复4次，每次每处理3盆，每盆播种杂草种子20粒，每处理共60株。
2.3)、处理方式
2.3.1)、处理时间和次数
试验共用药1次。待杂草2叶1心期，间苗，保持每盆内杂草15株，每处理保留45株，然后继续培养至稗草、千金子3叶1心期，异型莎草、鸭舌草3叶期进行处理。
2.3.2)、使用器械和用药方法
将培养好的试材均匀摆放在面积0.5m2的平台上，用3WP-2000型行走式喷雾塔茎叶喷雾，喷液量按30公斤/公顷计。喷雾压力0.3MPa。待全部药液喷完后，关闭气阀，30秒后，打开喷雾塔门，取出营养钵。然后打开气阀，喷清水50ml，清洗喷液管。
3)试验方法
采用盆栽法。杂草培养见1.1，参照《农药室内生物测定试验准则除草剂》进行。用药方法见2.3.2，采用茎叶处理法。处理后移入温室常规培养，试验期间始终保持1-2cm水层。
4)、数据调查与统计分析
4.1)、调查方法
采用绝对数调查法，用刀片沿土壤表面切断存活杂草整株幼苗，用分析天平称量杂草鲜 重。对于已经死亡的杂草，按鲜重为零计。
4.2)、调查时间和次数
处理后20天调查，共调查1次。
4.3)、数据统计分析
用Gowing法计算各处理混合组合的理论鲜重抑制率(E0＝X+Y-X*Y/100)，然后与实测抑制率(E)相比较，评价二者混用对杂草的联合作用类型，当E-E0值大于10％为增效作用、小于-10％为拮抗作用、在-10％～10％之间为加成作用。并根据实际防效和除草剂特点、配方的平衡性等因素确定最佳配比。
式中X为A用量为P时的鲜重抑制率；Y为活性成分B用量为Q时的鲜重抑制率。
土壤封闭处理：
1)试验条件
1.1)、供试靶标
稗草(Echinochloa crusgalli)、光头稗(Echinochloa colonum)采自湖南望城县水稻田；千金子(Leptochloa chinensis)采自湖北长沙县、异型莎草(Cyperus difformis)采自湖北荆州、鬼针草(Bidens pilosa)、鸭舌草(Monochoria vaginalis)采自辽宁营口。
1.2)、培养条件
在可控日光温室内进行，温度20～30℃，自然光照，相对湿度57％～72％。
土壤类型为壤土，有机质含量为1.63％，pH＝7.1，碱解氮84.3mg/kg，速效磷38.5mg/kg，速效钾82.1mg/kg。试验土壤定量装至盆钵的3/4处，然后从盆钵底部浇灌，使土壤完全湿润至饱和状态。将预处理的供试杂草种子，均匀定量撒播表面，根据种子大小覆土0.5-2cm，播种后24小时备用。
1.3)、仪器设备
GA10型万分之一电子天平(德国)；ZDR2000智能数据记录仪(杭州泽大仪器有限公司)；SPX型智能生化培养箱(宁波江南仪器厂)，移液器等。
2)试验设计
2.1)、试剂
2.1.1)、试验药剂
所需活性成分B均为市售原药，A为本公司生产。
原药均采用丙酮作溶剂，用含量0.1％乳化剂T-80水溶液稀释，现用现稀释。
2.2)、试验处理
2.2.1)、剂量设置
在确定A与活性成分B各组分配比或含量时，应从两种药剂的作用特点及其毒力等衡量，还要考虑该配方的主要使用目的。本研究在前期预试的基础上，设A、B活性成分单用及混合用量分别见表格。以不含药剂、含相同溶剂及乳化剂的水作为空白对照。
2.2.2)、试验重复
每处理重复4次，每次每处理3盆，每盆播种杂草种子30粒。
2)试验方法
处理前浇灌，保持1-2cm水层。用移液器取定量药液，按照试验设计从低剂量到高剂量分别进行浇灌处理，每次处理4次重复；处理后移入温室常规培养，试验期间始终保持1-2cm水层。
3)、数据调查与统计分析
3.1)、调查方法
采用绝对数调查法，用刀片沿土壤表面切断存活杂草整株幼苗，用分析天平称量杂草鲜重。对于已经死亡的杂草，按鲜重为零计。
3.2)、调查时间和次数
处理后20天调查，共调查1次。
3.3)、数据统计分析
用Gowing法计算各处理混合组合的理论鲜重抑制率(E0＝X+Y-X*Y/100)，然后与实测抑制率(E)相比较，评价二者混用对杂草的联合作用类型，当E-E0值大于10％为增效作用、小于-10％为拮抗作用、在-10％～10％之间为加成作用。并根据实际防效和除草剂特点、配方的平衡性等因素确定最佳配比。一般而言，在低剂量下评价相互增效作用。随着用量的增加，当某一个组分超过一定剂量后，单个组分达到较高防效，增效作用不再有意义。
式中X为A用量为P时的鲜重抑制率；Y为活性成分B用量为Q时的鲜重抑制率。
统计结果见下表。
表1A与敌稗混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000002
Figure PCTCN2017076783-appb-000003
表2A与氰氟草酯混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000004
表3A与二氯喹啉酸混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000005
Figure PCTCN2017076783-appb-000006
表4A与灭草松混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000007
表5A与双草醚混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000008
Figure PCTCN2017076783-appb-000009
表6A与氯氟吡氧乙酸混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000010
表7A与敌稗混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000011
Figure PCTCN2017076783-appb-000012
表8A与硝磺草酮混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000013
表9A与唑草酮混用对杂草的实际防效以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000014
表10A与丁草胺混用对杂草的实际防效(封闭实验)以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000015
Figure PCTCN2017076783-appb-000016
表11A与丙草胺草胺混用对杂草的实际防效(封闭实验)以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000017
表13A与噁草酮混用对杂草的实际防效(封闭实验)以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000018
表14A与双唑草腈混用对杂草的实际防效(封闭实验)以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000019
Figure PCTCN2017076783-appb-000020
表15A与乙氧氟草醚混用对杂草的实际防效(封闭实验)以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000021
表16A与异噁草松混用对杂草的实际防效(封闭实验)以及联合作用效应(Gowing法)
Figure PCTCN2017076783-appb-000022
C、大田示范
利用实施例1)-22)制得的除草剂组合物防除水稻田杂草试验。
2014年在湖北公安、江西鄱阳、湖南望城、辽宁沈阳、海南三亚5个水稻区25个试验 点进行示范性推广试验。不同示范区水稻品种详见表17。
表17不同示范区水稻品种情况
示范区 水稻品种
湖北公安 湖广直播
江西鄱阳 两优287
湖南望城 黄华占
辽宁营口 通粳89
海南三亚 早稻27
试验方法：
茎叶喷雾：水稻3叶1心后，杂草3-5叶期，手动喷雾器，兑水量15公斤/667m2，采用茎叶喷雾均匀喷雾。
撒施：水稻2叶1心后，杂草2-3叶期，混合细沙或者肥料撒施。
具体试验药剂及剂量见表18，小区面积50平方米，每处理重复4次。施药后45天调查防除效果见表18，水稻安全性情况见表19。
Figure PCTCN2017076783-appb-000023
表18大田示范效果情况
Figure PCTCN2017076783-appb-000024
Figure PCTCN2017076783-appb-000025
Figure PCTCN2017076783-appb-000026
表19大田示范水稻安全性情况
Figure PCTCN2017076783-appb-000027
Figure PCTCN2017076783-appb-000028
注：各示范点内杂草群落类型：公安：稗草+千金子+异型莎草+鸭舌草；鄱阳：稗草+千金子+鸭舌草；长沙：稗草+千金子+鸭舌草；营口：稗草+鸭舌草+野慈姑；三亚：稗草+千金子+异型莎草。
经过大量试验和探索，本发明意外地发现，所述组合物用于水稻田苗后防除禾本科杂草，具有令人惊讶的、意想不到的增效作用，尤其是对稗草、千金子等禾本科杂草、异型莎草、鸭舌草等阔叶类杂草具有尤其明显的增效作用，这种增效作用在低剂量下表现更为显著，可 降低用药量，并对水稻安全，降低对环境的污染，且合理复配降低了农用成本，对ALS、ACCase抑制剂抗性杂草高效，具有很好的应用前景。

Claims (10)

  1. 一种水稻田除草剂组合物，其特征在于，包括除草有效量的活性成分A和活性成分B，其中，
    活性成分A为下列通式中的一种：
    Figure PCTCN2017076783-appb-100001
    R1代表氢，甲基，乙基，环丙基；
    R2代表甲基，乙基，异丙基；
    R3，R4，R5，R6，R7，R8代表氢，甲基，乙基，甲氧基，卤素，卤素取代的甲基，卤素取代的甲氧基；
    活性成分B选自以下化合物中的一种或多种：
    1)三嗪类：西草净、扑草净、特丁津；
    2)腈类：溴苯腈、碘苯腈、辛酰溴苯腈；
    3)磺酰脲类：吡嘧磺隆、氯吡嘧磺隆、苄嘧磺隆、丙嗪嘧磺隆、嗪吡嘧磺隆、氟吡磺隆、乙氧磺隆、醚苯磺隆、醚磺隆、嘧苯胺磺隆、唑吡嘧磺隆；
    4)磺酰胺类：五氟磺草胺、双氟磺草胺；
    5)嘧啶水杨酸类：双草醚、嘧啶肟草醚、嘧草醚；
    6)芳氧苯氧基丙酸酯类：氰氟草酯、精噁唑禾草灵、噁唑酰草胺；
    7)环己烯酮类：环苯草酮；
    8)酰胺类；甲草胺、乙草胺、丁草胺、丙草胺、苯噻酰草胺、异丙甲草胺、敌稗；
    9)吡唑类：吡唑特、吡草酮、苄草唑、苯唑草酮、双唑草酮、环吡氟草酮；
    10)氨基甲酸酯类：禾草敌、禾草丹；
    11)有机磷类：莎稗磷、马拉硫磷；
    12)激素类：二氯喹啉酸、2甲4氯、2,4-滴、氯氟吡氧乙酸、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苄基)-5-氟吡啶-2-羧酸苯甲酯、绿草定；
    13)恶唑烷二酮：环戊恶草酮、恶草酮、丙炔恶草酮；
    14)二苯醚类：乙氧氟草醚；
    15)三酮类：硝磺草酮、呋喃磺草酮、双环磺草酮、环磺酮，氟吡草酮；
    16)其它：唑草酮、灭草松、异噁草松、异丙隆、双唑草腈、甲磺草胺、二甲戊灵、仲 丁灵、苄草隆、莎扑隆、氟硫草定。
  2. 根据权利要求1所述的一种水稻田除草剂组合物，其特征在于，所述活性成分A具体为A1，A1结构为R1、R2、R3、R5、R6、R7都是甲基，R4、R8是氢。
  3. 根据权利要求1所述的一种水稻田除草剂组合物，其特征在于，所述活性成分A具体为A2，A2结构为R1、R4、R8是氢，R2是乙基，R3、R5、R6、R7都是甲基。
  4. 根据权利要求1至3任意一项所述的一种水稻田除草剂组合物，其特征在于，所述活性成分B为敌稗、灭草松、氰氟草酯、唑草酮、双唑草腈、氯吡嘧磺隆、吡嘧磺隆、氟氯吡啶酯、氯氟吡氧乙酸、丁草胺、丙草胺、苯噻酰草胺、莎稗磷、异噁草松、禾草敌、二氯喹啉酸、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苄基)-5-氟吡啶-2-羧酸苯甲酯、双草醚、五氟磺草胺、西草净、硝磺草酮、恶草酮中的一种或多种。
  5. 根据权利要求1至3任意一项所述的一种水稻田除草剂组合物，其特征在于，A和B的重量比为1-100:1-100，优选为1-30:1-30，更优选为1-20:1-20。
  6. 根据权利要求1至3任意一项所述的一种水稻田除草剂组合物，其特征在于，所述除草组合物中A、B的质量百分含量占总量的1-95％，优选10-80％。
  7. 根据权利要求1至3任意一项所述的一种水稻田除草剂组合物，其特征在于，所述除草组合物中还包括载体、表面活性剂。
  8. 根据权利要求1至3任意一项所述的一种水稻田除草剂组合物，其特征在于，所述除草组合物的具体制剂为可分散油悬浮剂、水悬浮剂、悬乳剂、乳油、水分散粒剂、水乳剂或微乳剂。
  9. 根据权利要求1至3任意一项所述的一种水稻田除草剂组合物，其特征在于，所述的除草组合物进一步包括安全剂C，安全剂C选自如下化合物中的一种或多种：
    C1：双苯噁唑酸
    C2：cyprosulfamide
    C3：吡唑解草酯
    C4：解毒喹
    C5：赤霉酸
    C6：furilazole
    C7：N-(2-2甲氧基苯甲酰基)-4-[(甲基氨基羰基)氨基]苯磺酰胺。
  10. 如权利要求1至9任意一项所述水稻田除草剂组合物在防治有害杂草中的应用。
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CN114794126B (zh) * 2022-04-02 2023-11-07 江苏徐淮地区淮阴农业科学研究所 一种除草组合物、农药及施用方法和应用
CN115226709A (zh) * 2022-07-28 2022-10-25 浙江中山化工集团股份有限公司 一种抗分解可分散油悬剂及其应用
CN115226709B (zh) * 2022-07-28 2024-02-06 浙江中山化工集团股份有限公司 一种抗分解可分散油悬剂及其应用

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